DE902615C - Process for the production of sulfur-containing organic compounds - Google Patents

Process for the production of sulfur-containing organic compounds

Info

Publication number
DE902615C
DE902615C DEB5917D DEB0005917D DE902615C DE 902615 C DE902615 C DE 902615C DE B5917 D DEB5917 D DE B5917D DE B0005917 D DEB0005917 D DE B0005917D DE 902615 C DE902615 C DE 902615C
Authority
DE
Germany
Prior art keywords
sulfur
production
acids
containing organic
organic compounds
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
DEB5917D
Other languages
German (de)
Inventor
Dr Johann Heinrich Helberger
Dr Rudi Wilhelm Joachim Heyden
Dr Hans Lantermann
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Boehme Fettchemie GmbH
Original Assignee
Boehme Fettchemie GmbH
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Boehme Fettchemie GmbH filed Critical Boehme Fettchemie GmbH
Priority to DEB5917D priority Critical patent/DE902615C/en
Application granted granted Critical
Publication of DE902615C publication Critical patent/DE902615C/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D327/00—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms
    • C07D327/02—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms one oxygen atom and one sulfur atom
    • C07D327/06—Six-membered rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)

Description

Verfahren zur Herstellung von schwefelhaltigen organischen Verbindungen Gegenstand des Patents 887 341 ist ein Verfahren zur Herstellung schwefelhaltiger organischer Verbindungen, das u. a. darin besteht, daß aus solchen freien Oxyalkylsulfonsäuren, in denen die Oxygruppe sich nicht an einem Kohlenstoffatom befindet, das zu dem die Sulfonsäuregruppe tragenden benachbart ist, durch Erhitzen Wasser abgespalten wird. Die entstehenden inneren Anhydride von Oxyalkylsulfonsäuren können auch als Sultone bezeichnet werden.Process for the production of sulfur-containing organic compounds The subject of the patent 887 341 is a process for the production of sulfur-containing organic compounds, which i.a. consists in the fact that from such free oxyalkylsulfonic acids, in which the oxy group is not on a carbon atom that belongs to the the sulfonic acid group-bearing is adjacent, split off by heating water will. The resulting internal anhydrides of oxyalkylsulfonic acids can also be used as Sultones are called.

Es wurde nun gefunden, daß die gleichen Verbindungen überraschend glatt und in sehr guten, der Theorie nahekommenden Ausbeuten entstehen, wenn man an Stelle der Oxyalkylsulfonsäuren von der oben angegebenen Zusammensetzung deren Äther, und zwar Äthermonosulfonsäuren sowohl als auch Ätherdisulfonsäuren dem Verfahren des Hauptpatents unterwirft. Die Äthermonosulfonsäuren gehen dabei unter Abspaltung von Alkohol, die Ätherdisulfonsäuren unter Abspaltung von Wasser in Sultone über.It has now been found that the same compounds surprisingly smoothly and in very good yields that come close to the theory if one instead of the oxyalkylsulphonic acids of the composition given above, their Ether, namely ether monosulphonic acids as well as ether disulphonic acids to the process subject to the main patent. The ether monosulfonic acids are split off of alcohol, the ether disulphonic acids with elimination of water in sultones.

Beispiele i. io Teile Methoxybutansulfonsäure werden zweckmäßig unter Anwendung verminderten Druckes im ölbad auf t,5;o, bis 18o0 erhitzt. Nachdem die Abspaltung von Methylalkohol beendet ist, destilliert das gebildete Sulton in fast theoretischer Ausbeute bei 15@or° bei 12 mm Druck über; das Produkt ist mit dem nach Beispiel 1 des Hauptpatents erhaltenen identisch.Examples i. io parts of methoxybutanesulfonic acid are expediently below Application decreased Pressure in the oil bath to t, 5; o, heated to 18o0. After the elimination of methyl alcohol has ended, what has formed is distilled Sulton in almost theoretical yield at 15 @ or ° at 12 mm pressure above; the product is identical to that obtained according to Example 1 of the main patent.

2. 7o Teile freie Dibutyläther-co, co'-disulfonsäure (erhalten in fast theoretischer Ausbeute durch Umsetzung von co, w =Dichlor-di-n-butyläther mit der berechneten Menge kochender Natriumsulfrtlösung und Zersetzen des entstandenen Dinatriumsalzes mit konzentrierter Salzsäure in üblicher Weise) werden im Ölbad auf 17o bis igo°, zweckmäßig unter Anwendung verminderten Druckes, erhitzt, bis die Wasserabspaltung beendet ist, und sodann wird das gebildete Sulton überdestilliert; das in einer Ausbeute von go-% der Theorie erhaltene Sulton vom Siedepunkt 15I20 bei 13 mm Druck und vom Schmelzpunkt 1q:0 ist mit dem nach Beispiel g des Hauptpatents erhaltenen identisch.2.7o parts of free dibutyl ether-co, co'-disulfonic acid (obtained in almost theoretical yield by reacting co, w = dichloro-di-n-butyl ether with the calculated amount of boiling sodium sulfate solution and decomposition of the resulting Disodium salt with concentrated hydrochloric acid in the usual way) in an oil bath to 17o to igo °, expediently using reduced pressure, heated to the elimination of water has ended, and then the sultone formed is distilled over; the sultone obtained in a yield of about% of theory with a boiling point of 15I20 at 13 mm pressure and with a melting point of 1q: 0 is the same as in example g of the main patent obtained identical.

Claims (1)

PATENTANSPRUCH: Weitere Ausbildung des Verfahrens zur Herstellung schwefelhaltiger organischer Verbindungen nach Patent 887 341, dadurch gekennzeichnet, daB an Stelle der dort verwendeten freien Oxyalkylsulfonsäuren, in denen die Oxygruppe sich nicht an einem Kohlenstoffatom befindet, das zu dem die Sulfonsäuregruppe tragenden benachbart ist, sich von diesen ableitende Äthermonosulfonsäuren oder Ätherdisulfonsäuren als Ausgangsverbindungen verwendet werden und aus diesen durch Erhitzen auf Temperaturen oberhalb 1,ao° Alkohol oder dessen Umsetzungsprodukte oder Wasser abgespalten wird. PATENT CLAIM: Further development of the process for the production of sulfur-containing organic compounds according to Patent 887 341, characterized in that instead of the free oxyalkylsulfonic acids used there, in which the oxy group is not located on a carbon atom that is adjacent to the one carrying the sulfonic acid group, is of ether monosulfonic acids or ether disulfonic acids derived from these are used as starting compounds and are split off from these by heating to temperatures above 1, ao ° alcohol or its reaction products or water.
DEB5917D 1941-10-01 1941-10-01 Process for the production of sulfur-containing organic compounds Expired DE902615C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEB5917D DE902615C (en) 1941-10-01 1941-10-01 Process for the production of sulfur-containing organic compounds

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEB5917D DE902615C (en) 1941-10-01 1941-10-01 Process for the production of sulfur-containing organic compounds

Publications (1)

Publication Number Publication Date
DE902615C true DE902615C (en) 1954-01-25

Family

ID=6954251

Family Applications (1)

Application Number Title Priority Date Filing Date
DEB5917D Expired DE902615C (en) 1941-10-01 1941-10-01 Process for the production of sulfur-containing organic compounds

Country Status (1)

Country Link
DE (1) DE902615C (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1240070B (en) * 1963-07-09 1967-05-11 Hoechst Ag Process for the production of aliphatic gamma- or delta-sultones
EP0099021A1 (en) * 1982-07-10 1984-01-25 Agfa-Gevaert AG Process for the preparation of alkane sultones

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1240070B (en) * 1963-07-09 1967-05-11 Hoechst Ag Process for the production of aliphatic gamma- or delta-sultones
EP0099021A1 (en) * 1982-07-10 1984-01-25 Agfa-Gevaert AG Process for the preparation of alkane sultones

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